Synthesis and revision of the relative configuration of glabramycin B

Abstract The stereostructure of glabramycin B, which is an antibacterial 10-membered lactone fused with 4-oxygenated cyclohexanone, was presumed on comparison with related compounds, and concise synthesis of our proposed structure of glabramycin B was achieved via dianion alkylation, Shiina’s lactonization, and Stille cross coupling. We succeeded in the reassignment of its relative configuration.